House holiday rentals in Paddington

4.8 out of 5 average rating, 196 reviews

Home in Surry Hills

Urban Farmhouse Flair—Surry Hills Terrace Serenity

This luxe terrace in Surry Hills strikes the perfect balance between industrial & rustic charm. Footsteps from the vibrant dining and entertainment precinct of Crown Street, it offers everything you need right on your doorstep. Inside, the home features three bedrooms with its own ensuite. The living and dining areas are designed for year-round comfort, enhanced by a striking hanging fireplace. Enjoy the rooftop patio, perfect for soaking up Sydney’s sunny days or savouring cool evening breezes.

Superhost

Home in Woolloomooloo

Collected Places Woolloomooloo in heart of Syd

A beautifully restored Federation home in the heart of Woolloomooloo — one of Sydney's most storied inner-city neighbourhoods. Three floors of design-led living with warm, curated interiors, 3 generous bedrooms, 2.5 bathrooms, & open-plan living that flows to a private terrace. Fully equipped kitchen, 4 dedicated work spaces, premium linens, & climate control in every room. Steps from the Finger Wharf, Royal Botanic Garden, Opera House, Potts Point's celebrated dining scene, and a direct line to

4.85 out of 5 average rating, 270 reviews

4.8 out of 5 average rating, 163 reviews

The open-plan living area features a pair of gray sofas positioned around a wooden coffee table, complemented by decorative accents. A gas fireplace is set within a white mantel, and a television is visible on a console. Art adorns the wall, enhancing the inviting atmosphere.

Home in Surry Hills

Stunning Terrace close to city, rail and cafes

Air-conditioned terrace has been thoughtfully fitted out to suite the comfort of our guests. Situated in the heart of Crown Street Surry Hills, with a lovely village feel and the convenience to popular local cafes, restaurants, bars and transport, trains and light rail. -8min walk to central station & 50m to tram station, bus stop outside -Older style Terrace ( unique living condition) -courtyard, pets on request -Full photo ID is required to be provided host with home address central location

4.87 out of 5 average rating, 139 reviews

Home in Surry Hills

Surry Hills Gem Spacious 3-Story Terrace & Parking

Enjoy a stylish experience in my 3 level terrace home located in the heart of Surry Hills.. Steps away from the vibrant Crown street and within easy walking distance to Sydney CBD. Central station is moments away giving easy access to grater Sydney and beyond. I am an interior designer and I have created a very comfortable home that I like to share. The home is spacious with practical features throughout, you wont want to leave... PLEASE NOTE: a FAKE duplicate listing exists on bookings com

The open living area features a small dining table surrounded by wooden chairs, complemented by a spacious blue sofa. A vibrant wall artwork adds a pop of color, while the adjacent kitchen with sleek furnishings can be seen in the background.

4.96 out of 5 average rating, 106 reviews

Little Edie charming architect designed cottage

A gorgeous, free-standing two level stables converted into a chic, fully self contained cottage in the heart of Paddington's leafy streets, Little Edie is an architecturally designed jewel box for grown ups providing the perfect place to rest and relax during your next visit to Sydney. Centrally located, it is two blocks from Oxford Street's boutiques, bars, restaurants, public transport and just a few minutes from the city, sports stadiums and glorious beaches. We love giving local tips too!

4.97 out of 5 average rating, 127 reviews

An inviting living space features a plush sofa adorned with cushions, complemented by an intricate area rug. Potted plants are strategically placed around the room, offering a sense of greenery. The open layout is enhanced by natural light, leading to the outdoor space through sliding doors.

Home in Redfern

Inner city cottage hideaway

The best of both worlds: Inner city cottage in a quiet subtropical oasis. A secure house with all the comfortable mod-cons you need & very close to all Sydney city has to offer. Staying here feels like a private refuge which is airy, open and steeped in green surrounds whilst being a perfect base for exploring hip Redfern and Inner Sydney. Redfern Station is a 5 min walk away, 10 to Central, and moments to beautiful parks, shops, bars & restaurants of Redfern. Airport is 12mins by train.

A spacious living area is featured, showcasing a large, modern sectional couch in neutral tones. A floor-to-ceiling wall of shelves displays a mix of artwork and decor, alongside a sleek television. Industrial details are highlighted by the open staircase and large windows allowing natural light to fill the space.

4.97 out of 5 average rating, 69 reviews

Luxurious & Huge Warehouse Conversion

HUGE Luxury 4 bedroom warehouse conversion where every bedroom enjoys the comfort of a King bed & it’s own private full size bathroom to ensure the comfort of all guests during their stay. Unique in designed, this home offers near 7m ceilings, an abundance of natural light and immense privacy in lush surrounds right in the centre of it all. Paddington is home to Sydney’s finest restaurants, designers, bars & cafes & sits between Sydney CBD & a variety of Sydney’s best beaches.

Superhost

An inviting courtyard is showcased, featuring a mix of contemporary seating arrangements and lush greenery. A dining table with textured place settings sits in the foreground, while a potted plant adds a touch of natural elegance to the space.

4.75 out of 5 average rating, 133 reviews

Terrace House w Incredible Garden Near Kings Cross

Stay in the heart of Darlinghurst, just moments from Hyde Park, Oxford Street, Surry Hills, Sydney CBD, the Royal Botanic Garden, Circular Quay, the Sydney Opera House, and Harbour Bridge. This spacious three-storey terrace sleeps up to 8 guests with 3 bedrooms, 2 bathrooms, plus two additional sleeping spaces in the living area: a standard sofa and a single pull-out sofa chair bed. Enjoy a private courtyard and easy access to Sydney's best cafés, dining, and nightlife.

4.83 out of 5 average rating, 159 reviews

A tranquil view is presented from the outdoor pool area, showcasing a curvy pool reflecting the twilight sky. Lush greenery surrounds the space, and adjacent to the pool, a stylish house offers expansive glass doors leading into the interior, creating a seamless indoor-outdoor connection.

Home in Seaforth

World Class Villa HarbourView Private Beach Manly

Sitting in an exclusive harbourfront cul-de-sac, you will have a great time with your family and friends in this resort style house. Convenient and close to the shops, restaurants, beaches and reserves. Plenty of local spots for having family time with the children. Spectacular harbour and city skyline view, grand entertainment area and pool cabana, Manhattan stylish courtyard in holiday vibes. We are looking forward to your reservation for a relaxing getaway!

4.94 out of 5 average rating, 188 reviews

A spacious living area is showcased, featuring a comfortable sofa and a round ottoman. Large floor-to-ceiling windows provide stunning ocean views, while natural light fills the room. A neutral color palette with light wood flooring enhances the airy atmosphere, inviting relaxation.

Home in Tamarama

Absolute Tamarama Beachfront on Bondi Coastal Walk

LOCATION LOCATION! No better LOCATION! Immerse yourself in the breathtaking beauty of Tamarama Beach, Sydney's exclusive coastal gem. Our Absolute Tamarama Beachfront provides direct access to the mesmerising ocean waves, just steps away. Relax on the full-sized balcony and enjoy uninterrupted views from the Bondi Coast Walk to Tamarama, Bronte, Clovelly, and Coogee. Experience Sydney's iconic eastern surfing coastline from our captivating holiday home.

4.99 out of 5 average rating, 107 reviews

The exterior of the house is shown, featuring a muted gray facade with white trim. A set of steps leads to the front door, framed by two arch-top windows. Lush greenery and colorful flowers are planted in front of a decorative iron fence.

Home in Newtown

2 bedroom house opposite Carriageworks, Newtown.

This renovated, sun-filled two bedroom house is comfortable, well equipped, quiet and is the perfect place to relax and access everything Sydney has to offer. It is a short walk to RPA Hospital, Chris O’ Brien LifeHouse. Located on a beautiful wide street, the house is opposite Carriageworks arts cultural precinct and a short walk to vibrant King Street. The city and harbour are easily accessible via public transport (bus trains and ferries).

The entrance showcases bi-fold doors that open to a compact dining area with a decorative rug and dining chairs. Large windows allow natural light to illuminate the space, framed by greenery from the small garden outside.